In order to initiate a deep and engaging conversation, using cheesy and juicy questions to ask your friends, boyfriend, girlfriend or random people isn’t really that hard. But there are so many people who just do not know how to do it. If you need some inspiration on what to say to get the conversation started, this guide will help you out. Here are 300+ juicy questions to ask anyone in any situation. Some are very flirty, dirty, saucy, cheesy and others are deep, funny, or weird. These juicy questions are for sure to get the conversation going and build your relationship stronger in no time. Before that, let’s understand,

What are juicy questions?

Definition: A juicy question is a question that has the potential to elicit a provocative, exciting, and interesting discussion with a bit of spicy gossip that creates an instant connection and build the juicy conversation. These juicy questions can range from personally deep to sexual in nature that involves anything with authenticity and innate curiosity.

How to ask juicy questions?

It’s always best to ask these juicy questions with a hint of humility, revealing, and friendly.  Because you want to start a conversation and build the momentum effortlessly with your friends, people you like or your potential partner such as boyfriend or girlfriend. When you make someone feel like they can share their story, you are building a familiar bond and being more likely to get them to be comfortable around you and trust you. A good juicy question will be:

  • Relatable – it should be something that someone could understand and relate to personally
  • Open-ended – the more open-ended the question, the more likely it is to get a variety of responses and opinions. Tips for asking juicy questions: Ask open-ended, non-leading, yes/no, Would you rather, never have I ever, This or that, Truths or dares; Most likely to; Truth or drink and multiple choice questions that encourage you deepen your conversation. So, What are some juicy questions? The following are some of the huge list of great Juicy questions. Let’s dive in.

300+ Juicy questions

Here is a list of the best and top juicy questions to ask anyone in any situation:

1. What’s the most pleasurable experience in the world?

This has to be in the list of the most juicy questions to ask your friends, boyfriend, girlfriend, crush or family members. If you ask this juicy question the answers you might get, can range from romantic ones like holding hands with someone I love to stranger responses like s#x; to the most risky ones like jumping from a plane without a parachute. However, the responses you receive may differ from who you ask.

2. How could someone not forget their first kiss?

That ‘s because people never really forget their first love; it only fades over time.  Even when another person comes into the picture, they’ll remember that special memory and the feelings they had when they were younger.  Sometimes the feeling is unforgettable no matter how good or bad it was. One must just keep trying and eventually find the perfect match. 

3. How could you be you; but not somebody you would like to become? 

This juicy question is a particularly good question for anyone who would like to improve themselves and make them reflect and question their own existence in this world. It also allows people to look at themselves as if they were an observer outside of themselves instead of looking through their own eyes which can lead to biased opinion towards oneself. 

4. How not to get attracted after seeing a hot guy or girl?

Some encounters don’t always bring out the best experiences. But other times you might be hooked by the way he or she speaks, acts, and carries himself or herself.  So next time you see a new potential partner coming your way, take some time to evaluate whether he or she is right for you before diving headfirst.  And don’t forget to ask this juicy question to someone you are close to get to know what might they do in that situation.

5. What’s the best thing about weddings? 

A wedding is a combination of one of life’s most important milestones and one of life’s most fun occasions.  From bridesmaids’ dresses to getting married on the beach, there are so many things to enjoy about getting married and being surrounded by your closest loved ones.  Many people say their favorite part of a wedding is all the food served at cocktail hour. But try to ask this question to anticipate what juicy response comes from the people you ask.

Juicy questions to ask your friends

The following are some of the Best Juicy questions to ask friends. These Juicy questions for friends create an instant connection to have engaging conversations and help you to build healthy relationships.

1. How many days can you stay without sleeping? 

If your friends are really smart, they would say as many days as they can. Because, they can sleep during night and stay awake at day time. 

2. What’s your last 1 year google search history? Can you show publicly?

This is one of the very personal juicy questions to ask your friends. Maybe he or she would say, “No, I am not going to answer that question because I do not feel comfortable sharing my information.” Or Daringly they will open up everything in front of you, what’s there in their search history and that’s where the real conversation begins. 

3. What’s the most cheesy pet name you’ve ever used in a relationship?

Very cheesy question that leads to some laughter and lets them reveal their naughty memories of being in a romantic relationship.

4. Where is the wildest place you’ve always wanted to have a hook-up in?

This is where all the juiciest secrets come out, usually just between two people. You might want to find out how crazy your friend has been before you commit to getting into something like this with them. 

5. Who do you trust with your passwords, and why them over anyone else?

The best thing about this juicy question is it’ll help you decide who should know more about your account than anyone else.  Is it a good idea to let someone share access to your bank account? This is where the loyalty and trustworthiness of your friends can be revealed. 

6. What was the craziest prank you’ve ever pulled on someone?

This is also another great way to figure out which of your friends are the jokesters and which ones are more serious minded. 

7. What were you thinking about five minutes ago?

This juicy question may sound like an impossible question to answer but if you can manage to get an honest response then you may uncover some big secret hidden inside. 

8. Why haven’t we talked in so long? Did something happen?

This is an intimate topic for both parties involved in the friendship and could lead to difficult conversations. 

9. Would you rather live forever or die after tasting ultimate pleasure?

Ahh! One of the most challenging but also fun juicy questions to ask your friends is: Would you rather live forever or die after tasting ultimate pleasure? It brings together two opposing concepts: living life with no end and dying in order to experience true pleasure. Also read: 300+ Questions to ask your friends about everything

Juicy questions to ask your boyfriend

Here is a list of some good juicy questions to ask your boyfriend or BF.

  1. How crazy is the most outrageous thing you’ve ever done in bed with me?
  2. Would you dare to sleep with an HIV positive person without protection?
  3. What did you think when you first saw me?
  4. What are your thoughts on polygamy? 
  5. What turns you on when you are alone? 
  6. What qualities are important to you in a potential partner? 
  7. What are three major turn ons for you when you sit very close to me? 
  8. What does being in love mean to you? 
  9. Have you ever gone too far to propose to anyone? 
  10. Shall we marry right now, at this very moment?  Also read: 300 Questions to ask your boyfriend for an intimate relationship

Juicy truth questions

Here is a list of Juicy truth or dare truth questions:

  1. What’s the creepiest memory you would never forget and why?
  2. What’s the scariest movie you’ve ever seen?
  3. What’s the Dirtiest thing you’ve ever done to any of your siblings?
  4. When is the last time you have seen someone naked and how did you feel about it?
  5. What did you last dream about your crush?
  6. On average how many hours you waste just to watch p##n videos per day?
  7. Are you willing to risk your life in order to make 1 billion dollars?
  8. How many people have you kissed so far?
  9. What comes to your mind when you see a hot man or woman?
  10. What are the 3 things you do everyday in order to get rid of your dirty habits or illegal addictions?

Juicy questions to ask a guy or a girl (over text in person)

These are some of the crazy and flirty juicy questions to ask a guy or a girl:

  1. Have you ever seen a ghost? No one knows but once you see it, you can’t stop telling others about it.
  2. If you could have any superpower what would it be? To fly or breathe underwater are popular answers. But ask this juicy question anyway to know what dirty and strangest answers you might get. 
  3. What’s the strangest food you’ve ever eaten? Not everyone likes eating weird things but these things actually taste delicious! 
  4. Did you ever dress up as Santa Claus for Halloween? It is an amazing experience if you are dressed up in a Christmas outfit!  5.  What do you think your parents will think you do all night? This might give them some idea of one of your hidden personalities. If they caught you doing weird things they may not like the idea of their child doing such activities at night. 
  5. If you ever come across a wild animal on the way home then what would you do? Stay still until it leaves or runs away from the creature. The stupidest thing a person can do in such a situation is to take a selfie with it or try to touch the creature. 
  6. What if someone asks you out tonight? Just say yes and enjoy the evening! It doesn’t matter how attractive he/she is or how rich he/she is. There’s always someone out there who is better than that guy/girl you’re dating now. 

Never have I ever questions juicy

These are a few great Juicy never have I ever questions:

  1. Never have I ever kissed someone of the same s#x before?
  2. Never Have I ever had a one night stand? 
  3. Never Have I ever had a relationship that lasted less than 4 months? 
  4. Never have I ever had my heartbroken by someone I loved? 
  5. Never have I ever snuck out of my house? 6. Never have I ever watched p##n while my parents are in the room?
  6. Never have I ever tried drugs? 
  7. Never have I ever gotten so drunk that I forgot everything from the night before? 
  8. Never have I ever cheated on someone in a relationship with me? 
  9. Never have I ever been on a blind date? 
  10. Never have I ever dated someone who was too young for me? 
  11. Never have I ever met my ex’s friend without them knowing about it first?

Juicy questions to get to know someone

Here is a list of interesting juicy questions to ask to get to know someone:

  1. If you could be any fictional character for one day who would it be?
  2. What are three of your top guilty pleasures songs?
  3. If you could time travel what decade would you go back to live in, and why that one?
  4. Who do you spend the rest of your life with; your celebrity role model or your best friend?
  5. How many people can you simultaneously tongue kiss at once?
  6. What is the weirdest thing you’ve ever done in front of the mirror? 7.What was the dumbest thing you’ve done in a relationship?
  7. What are some bad habits you have that drive people away from relationships with you?
  8. What’s your favorite kind of ice cream and why?
  9. What do you spend more money on, pets or people or random things?

Juicy questions to ask your girlfriend

Here is a list of dirty and juicy questions to ask your girlfriend or your girl:

  1. If you were in bed with me, what would be the nastiest thing you ever do? 
  2. What’s your most romantic dream about me in the last few days? 
  3. What is your idea of a perfect date night with me? 
  4. Would you rather watch a movie or play hide and seek together for two hours? 
  5. If I asked you if I was handsome, how would you respond? 
  6. If I made dinner for you tonight, what would it be? 
  7. What are three things that really turn you on about me physically? 
  8. Do you believe that we are really soulmates or twin flames? 
  9. What’s your favorite food that I make? 
  10. Where’s the best place we’ve ever had s#x at? 
  11. What’s your favorite dirty text message from me so far?
  12. What is my s#xiest body part according to you?

Juicy questions to ask your friends about each other

Here is some of popular juicy questions to ask your friends about each for fun:

  1. Who is your idol and why?
  2. What are your pet peeves?
  3. What is your favorite season?
  4. What’s the grossest thing you’ve ever eaten?
  5. What are your top five favorite Netflix shows?
  6. Who are your best friends from high school and what are they up to now?
  7. Do you want kids someday, and if so, how many?
  8. What were some of your favorite TV shows when you were growing up?
  9. What’s the funniest thing that has happened at work today?
  10. What actions let you forget that you are who you are?

Juicy truth or dare questions

The following are some favorite Juicy truth or dares questions

  1. Would you reveal the password of one of your fake instagram accounts or let yourself be spanked 1000 times?
  2. Would you tell the truth about your recent affairs or rather dare to lick the feet of the strangers passing by? 
  3. Name 5 of the accounts you stalked in the last 3 days or give $100 to each person in the room? 
  4. Tell one dirtiest secret about yourself or Take cold shower with chilled ice cubes 
  5. Are you gay or lesbian? 
  6. When did you first realize that you are not who you are?
  7. How often do you visit pr#stitutes?
  8. What do you do when someone you have a crush on, turns you on?

Most likely to questions juicy

Here is a list of Who is most likely to questions juicy

  1. Who is most likely to behave sassy for the whole day? 
  2. Who is most likely to reveal all their juicy secrets for the next 1 hour? 
  3. Who is most likely to be a loyal friend to you until the end of time? 
  4. Who is most likely to challenge your goals and push you to do better in life? 
  5. Who is most likely to keep it real with you, no matter what happens?
  6. Who is most likely to always give the best advice?
  7. Who is most likely to say anything and everything that comes into their head?
  8. Who is most likely to cheer you up when things are rough?
  9. Who is most likely to make you laugh when nothing else can?

Juicy relationship questions

Here are some engaging juicy relationship questions:

  1. Why do some relationships go beyond just friends? 
  2. What are the signs of infatuation? 
  3. How do you know if someone likes you or not? 
  4. What is the right time to confess your feelings for someone? 
  5. How would you know whether to trust someone or not? 
  6. Is it wrong to be in love with more than one person at a time? 
  7. Is it wrong to fall in love with a married person? 
  8. What’s the difference between loving and being in love with someone? 
  9. When can you decide that the relationship is over? 
  10. How can I tell if my partner is cheating on me? 
  11. What is a healthy way to handle jealousy in a relationship? 
  12. What does it’s complicated mean when referring to your relationship status? 
  13. Do you ever feel insecure about your partner’s past relationships?

Juicy questions to ask your best friend

Here is a list of some super juicy questions to ask your best friends or friends with benefits:

  1. What’s the craziest lie you’ve ever told somebody?
  2. What embarrassing thing happened to you today?
  3. Have you ever broken up with someone via text message?
  4. Do you prefer texting or calling when texting someone?
  5. What are your thoughts on Donald Trump becoming president?
  6. Do you believe in love at first sight?
  7. Do you believe in soulmates?
  8. Why did you break up with him/her?
  9. Why did he/she break up with you?
  10. What kind of person are you looking for?

Juicy would you rather questions

Here are some Would you rather juicy questions you should definitely ask:

  1. Would you rather fight 100 duck sized horses or 1 horse sized duck?
  2. Would you rather live without food or without s#x if you had to choose only one out of both?
  3. Would you rather live forever or die tomorrow?
  4. Would you rather take 1 million dollars or spend an hour with Cristiano Ronaldo? 5.. Would you rather marry someone rich with no money, or poor with no money?
  5. Would you rather drink apple juice every day for the rest of your life or eat chocolate every day for the rest of your life?
  6. Would you rather wear underwear on rare occasions or expose your assets to the people you have a crush on?
  7. Would you rather have s#x with everyone on earth once each or stay celibate forever? 9. Would you rather go bald or never be able to touch someone’s hair again?
  8. Would you rather be ugly and suffer from low self-esteem or feel beautiful but live in constant paranoia about what others think about you?
  9. Would you rather have a best friend who cheats on their significant other all the time but is loyal to you or a best friend who is faithful to their significant other but is always cheating on them with different guys/girls behind their back (hypothetically)?

Truth or truth questions juicy

Here are some Juicy truth or truth questions

  1. Can you name the smallest place you ever made love?
  2. Can you tell me your phone number?
  3. What’s your biggest turn off?
  4. Does size really matter?
  5. Who was your Worst friend with benefits ever?
  6. Have you ever faked an orgasm?
  7. Have you ever been caught in a spy cam while making out with your ex?

Juicy dare questions

These are a good list of Juicy dares questions:

  1. Take a selfie with 10 different stippers
  2. Photobomb your latest nude picture
  3. Make your orgasm face at a random stranger until your both eyes contact
  4. Seduce a person whom you hate the most
  5. Drop an Icecube in your pants
  6. Facetime your most recent contact and fart then hung up.
  7. Make a monkey face to your enemy

Juicy questions to ask your crush

Here are some random juicy questions to ask your crush or someone you like:

  1. What are the top three personal goals you want to achieve this year?
  2. If I were to die today, what regrets would you have left behind?
  3. Would you ever date a person outside of your religion or culture based solely on their looks and charm without actually knowing anything about them first?
  4. What’s the strangest thing you have ever eaten in your life?
  5. What’s the strangest porn scene you have ever watched and what made it that way?

Paranoia questions juicy

Here is a list of Juicy paranoia questions. These can also be used as Game Questions for paranoia juicy :

  1. How often do you get nightmares where some real ghosts come to your home to pick you up?
  2. Have you ever slept in your bedroom and woke up in the graveyard?
  3. Have you ever had s#x with someone you thought good for you but not really?
  4. Has anyone attempted to s#xually assault you whether physically or verbally?
  5. What is the riskiest thing you’ve ever done in order to escape from a crime?
  6. Have you filmed a tape while your friends are making out in their bed?

Juicy questions to ask your girl or guy (BF, GF)

Here are some best juicy questions to ask your girl or boy:

  1. Would you think of something that makes you very uncomfortable for a long time?
  2. Have you ever smoked weed before? If yes, what was the experience like for you?
  3. Do you think love is real or just an illusion created by Hollywood movies and popular music lyrics?
  4. What are three words that best describe yourself and why?
  5. What are three qualities that you find attractive in others?

This or that questions juicy

These are some best conversation starters this or that juicy questions to ask:

  1. Men or Women
  2. Bikini or stockings
  3. Date night or love at first sight
  4. Friends with benefits or relationship
  5. Cafe or club
  6. Romance or conflict
  7. Love marriage or arranged marriage
  8. Long drive or mid night show
  9. Job or entrepreneurship
  10. Affair or loyalty

Truth or drink questions juicy

The following are some naugty and daring Juicy truth or drink questions

  1. What are your thoughts on premarital s#x?
  2. What’s the strangest or most exciting place you have ever slept with someone, and how did it feel for you both afterward?
  3. Have you ever met a celebrity in person and how did it feel to meet them for the first time?
  4. What’s the strangest or most amazing s#x toy you have ever used and how did it feel for you?
  5. Have you ever walked in on someone else having s#x?
  6. How do you feel about giving oral s#x to someone?

Juicy questions for couples

Here is a list of romantic Juicy couple questions

  1. What does love really mean to you?
  2. Who are the two most important persons in your life?
  3. In general, what’s more important: career or family?
  4. Why do you think couples date each other for such a short period of time these days (e.g., from meeting each other up until getting married)?
  5. What are the three traits that bother you the most about a potential partner?

Juicy questions to ask someone (random people)

These following are some juicy questions to ask someone for better understanding about them:

  1. Is there something you want to change about yourself and if so, what is it?
  2. Which one of your friends makes the craziest s#xual fantasies come true with him/herself while thinking about them during solo-time?
  3. Would you be able to commit murder for $1 million worth of money as long as no one will know who committed the crime?
  4. What’s your opinion on homos#xuality?
  5. What would happen if one of your friends dated his/her own brother or sister?

Juicy questions to ask your friends about their crush

Here is a list of juicy questions to ask your friends about their crush and their love life

  1. How would you know if someone is flirting with you?
  2. Why is it so hard for some people to admit they’re attracted to others? 
  3. What’s the best way to tell someone they’re cute without being too forward? 
  4. Have you ever had a crush on anyone before?
  5. If so, who was it and what made them attractive to you? 6. Have you ever been attracted to someone of the same s#x before? 
  6. Who are your nasty partners in crime?

Juicy questions to ask people (friend group, gatherings, strangers, colleagues)

Here are some juicy questions to ask people such as strangers, colleagues, at parties or in a friend group.

  1. Who are your favorite singers or bands?
  2. Are you more into blondes or brunettes?
  3. Do you like spending time by yourself or always surrounded by friends?
  4. What’s your favorite dessert to indulge in during the weekend?
  5. Do you prefer sweets or salty snacks?

Juicy first date questions

Here are some intimate juicy questions for your first date or date night:

  1. How do you feel about yourself when you see yourself naked in the mirror?
  2. What would be your ideal romantic night and why?
  3. What are three words that describe the size of your private parts?
  4. If you were granted three dumb wishes, what would they be and why?
  5. What is your favorite dirty word in the dictionary and why?
  6. Where would be a place that would make a great first date spot for us, where do you want to go, and why?
  7. What’s the most embarrassing thing that you ever did to your close friend?

Juicy yes or no questions

The following is a list of some juicy yes or no questions:

  1. Do you touch yourself when no one is around?
  2. Can you kiss your boss if he/she asked you to?
  3. Are you a virgin or not?
  4. Is live-in-relationship right for introverts?
  5. Does imagining someone you like while touching yourself make you feel good?
  6. Haven’t you got caught while staring at your crush?
  7. Have you ever stayed with random strangers the whole night?

Juicy girl talk questions

Here are some best juicy girl talk questions:

  1. What are the first five things you notice when looking at a guy or girl?
  2. What’s your biggest fear in life right now?
  3. When did you have s#x for the first time and how did it go?
  4. What are some of your fantasies regarding s#x and how often do they cross your mind daily?
  5. What are your thoughts on being single these days?
  6. How do you usually express your anger towards someone else without having physical  contact with them?

Juicy questions to ask teens ( middles school students or teen boy or girl)

Here is a list of juicy questions to ask teens and middle school students or teen boys or girls:

  1. Have you ever opened your heart for someone just because they are beautiful or handsome? 2. What makes you laugh the most when everyone is very sad? 
  2. Do you believe in love at first sight? 
  3. How often do you lie to yourself? 
  4. Why do we get upset when our friends tell us lies, but we can’t be mad at ourselves?
  5. Why does it feel so good to catch people in a lie and make them admit it?
  6. Will you surrender yourself to me if I promise that I will always treat you right? 
  7. If a tree falls in the forest and no one hears it, does it make a sound?
  8. Why would teachers teach even though they are not experts in that particular field?
  9. How could you be you; but not somebody you would like to become? We don’t spam! Read our privacy policy for info.

Naveen’s expertise as a self-help and relationship Coach has been highlighted through his articles in medium and substack to name a few. To be updated with Naveen’s work, connect with him by following his social media accounts. Save my name, email, and website in this browser for the next time I comment.

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